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No. I think Leone’s films are distinctively postmodern in that they are, in a sense, films about films, and their rather arch adoption of Western tropes definitely supports that idea.But I think America got there first. A stronger case for the first postmodern director can be made for Howard Hawks, specifically his 1945 Humphrey Bogart/Lauren Bacall vehicle The Big Sleep.The Big Sleep was shot in 1944, from a screenplay by William Faulkner, Leigh Brackett and Jules Furthman, based on the novel by Raymond Chandler. Why I think it has a claim to be one of the first postmodern movies requires us to dive into the world of offscreen gossip.Bacall had become a star on the basis of her performance in Hawks’ 1944 To Have and Have Not. Bogart, her co-star in that movie too, had been smitten with her almost instantly, and the feeling was mutual. They began an affair during filming, although he was married (not very happily) to Mayo Methot. Bogart vacillated for a few months, attempting to get reconciled with Methot, but eventually the marriage broken down and he left her for Bacall.Bogart and Bacall got married in May 1945, and the marriage was generally happy—certainly, much more so than Bogart’s previous one. But any suggestion that being happily married might ruin Bogart and Bacall’s onscreen chemistry turned out to be untrue. The relationship in The Big Sleep between Bogart’s laconic, wise-ass Philip Marlowe and Bacall’s equally laconic and wise-ass Vivian is one of the most fun things about the film.The Big Sleep wrapped in 1945 but its release was delayed as Warner Bros wanted to finish releasing a number of completed war-related movies first. In the meantime, The Big Sleep was previewed to audiences of GIs.The audience reaction somewhat flummoxed Hawks and the studio. The plot of The Big Sleep was already ludicrously convoluted; at one point, the writers, unable to figure out if a minor character who Marlowe finds dead had been killed or committed suicide, contacted Chandler, who had to admit that he didn’t know either. But the preview audiences professed to find the story aspects of the movie to be boring; what they liked were the scenes with Bogart and Bacall, circling metaphorically around each other like two apex predators sizing each other up as potential mates.Bacall’s agent Charles K. Feldman asked if there could be more scenes with Bacall, because her rising popularity was making her one of the biggest draws in the film. Jack Warner, the producer, agreed, and so after some swift rewrites, Hawks cut a good deal of the film (including two entire roles played by James Flavin and Thomas E. Jackson) and inserted new scenes. The resulting version was previewed too, and this time the reaction was far more positive. Hawks himself, a great director, was also a pragmatist, but was also more interested in the relationships between characters than he was in telling a coherent story, which perhaps explains why he went along with it. It also explains the scene in which Marlowe flirts with a bookstore clerk (Dorothy Malone); he persuades her to shut up early and have a drink with him, and it’s strongly implied that they have sex. None of this happens in the book, and it probably wouldn’t have happened at all if Hawks hadn’t been turned on by the sight of Dorothy Malone wearing glasses:I know, right?The Big Sleep was released in its modified form in 1946. The reaction by critics was that it was very difficult to follow, but still great fun, largely thanks to its general air of dissipation, the crackling dialogue and the unresolved sexual tension between the film’s leads (which was all the more piquant for the audience, who knew that Bogart and Bacall were blissfully married.)The consensus since then has been that The Big Sleep, in its 1946 form, makes literally no sense, because of the cutting of crucial exposition scenes, but it doesn’t matter because, come on—Bogie and Bacall!This rejection of conventional storytelling logic, and resulting focus on pure sensation and pleasure, is, I submit, a characteristic of postmodernism, and that’s why The Big Sleep is one of the first postmodern movies.Credit where credit’s due: this answer is influenced by the argument of David Thomson in his BFI Movie Classics monograph on the film.

My own choice would be 1963's It's Mad, Mad, Mad, Mad World.These are its stars:Principal castSpencer Tracy as Captain T. G. CulpeperEdie Adams as Monica CrumpMilton Berle as J. Russell FinchSid Caesar as Melville CrumpBuddy Hackett as "Benjy" BenjaminEthel Merman as Mrs. MarcusDorothy Provine as Emmeline Marcus-FinchMickey Rooney as "Dingy" BellDick Shawn as Sylvester MarcusPhil Silvers as Otto MeyerTerry-Thomas as Lt. Col. J. Algernon HawthorneJonathan Winters as Lennie PikeThe supporting cast:Supporting castEddie "Rochester" Anderson as a cab driverJim Backus as airplane owner Tyler FitzgeraldBarrie Chase as Sylvester Marcus' laconic dancing girlfriendWilliam Demarest as Aloysius, Chief of the Santa Rosita Police DepartmentJimmy Durante as "Smiler" Grogan, the robber who buried the money.Peter Falk as a cab driverPaul Ford as Col. WilberforceThe cameos:Cameo appearancesMorey Amsterdam as Mike, Captain Culpeper's brother-in-law (voice only) (scenes deleted)Phil Arnold as gas pump attendant (scene deleted from general release version)Jack Benny as man driving a 1931 Cadillac FleetwoodPaul Birch as a Santa Rosita Police Department officer at the intersectionBen Blue as the vintage biplane pilotJoe E. Brown as the union official giving a speech at a construction siteEve Bruce as a showgirl getting suntan lotion rubbed on her (scenes deleted)Alan Carney as a sergeant with the Santa Rosita Police DepartmentChick Chandler as Santa Rosita Police Department officer at garage (scenes deleted from general release version)John Clarke as a helicopter pilotStanley Clements as a local reporter at police stationLloyd Corrigan as the mayor of Santa RositaHoward Da Silva as a Rancho Conejo airport official (scene deleted)Andy Devine as the Sheriff of Crockett County, CaliforniaSelma Diamond as Ginger Culpeper, Captain Culpeper's wife (voice only)King Donovan as a Rancho Canejo airport official (scene deleted)Minta Durfee as a crowd extra watching the fire escape rescueRoy Engel as a Santa Rosita Police Department officer at the intersectionNorman Fell as primary detective at the "Smiler" Grogan accident siteJames Flavin as a crossroads patrolman (scene deleted from general release version)Stan Freberg as a Deputy Sheriff of Crockett CountyNicholas Georgiade as supporting detective at the "Smiler" Grogan accident siteLouise Glenn as Billie Sue Culpeper, the daughter of Captain Culpeper (voice only)Leo Gorcey as the cab driver bringing Melville and Monica to the hardware storeStacy Harris as police radio voice unit F-7 (voice only), and as a detective outside of Mr. Dinkler's hardware storeDon C. Harvey as a Santa Rosita Police Department officerSterling Holloway as the Santa Rosita Fire Department fire captainEdward Everett Horton as Mr. Dinkler, owner of the hardware storeAllen Jenkins as a Santa Rosita Police Department officer (scene deleted)Marvin Kaplan as service station co-owner IrwinRobert Karnes as Sammy, a Santa Rosita Police Department officer in helicopterBuster Keaton as Jimmy the Crook, Culpeper's boatman cronyTom Kennedy as a Santa Rosita Police Department traffic copDon Knotts as the nervous motoristCharles Lane as the airport managerHarry Lauter as a Santa Rosita Police Department police dispatcherBen Lessy as George the stewardBobo Lewis as vintage biplane pilot's wifeJerry Lewis as the motorist who runs over Culpeper's hatMike Mazurki as the miner bringing medicine to his wifeCharles McGraw as Lt. Mathews of the Santa Rosita Police DepartmentTyler McVey as a police radio voice (voice only)Cliff Norton as a Rancho Canejo airport reporter (scene deleted)Barbara Pepper as an ice cream counter waitress (scene deleted)Ken Peters as a Santa Rosita Police Department dispatcherZaSu Pitts as Gertie, the Santa Rosita Police Department Central Division's switchboard operatorElliott Reid as Dr. Chadwick (voice only) (scenes deleted)Carl Reiner as the Rancho Conejo airport tower controllerMadlyn Rhue as secretary Schwartz of the Santa Rosita Police DepartmentRoy Roberts as a Santa Rosita Police Department officer at garage (scenes deleted from general release version)Eddie Rosson as the miner's sonEddie Ryder as Rancho Conejo air traffic control tower staff memberJean Sewell as the woman in the migrant truckThe Shirelles singing "31 Flavors" in Sylvester's home scene (voices only)Arnold Stang as service station co-owner RayNick Stuart as the migrant truck driver forced off the roadThe Three Stooges (Moe Howard, Larry Fine, and Curly Joe DeRita) as Rancho Conejo Airport firemenSammee Tong as a laundrymanDoodles Weaver as a Dinkler Hardware Store employeeLennie Weinrib as a police radio voice, and as a fireman (voices only)Jesse White as a Rancho Conejo air traffic controller

These are not all “best actors” but many were public favorites and others would go on to be some of the best in their genre. The movie “ Its A Mad Mad Mad Mad World “ was one of the great comedy movies of all time.This movie is the closest I can get to your question. From IMDb:Spencer TracyMilton BerleSid CaesarBuddy HackettEthel MermanMickey RooneyDick ShawnPhil SilversTerry-ThomasJonathan WintersEdie AdamsDorothy ProvineEddie 'Rochester' AndersonJim BackusBen BlueJoe E. BrownAlan CarneyChick ChandlerBarrie ChaseLloyd CorriganWilliam DemarestAndy DevineSelma DiamondPeter FalkNorman FellPaul FordStan FrebergLouise GlennLeo GorceySterling HollowayMarvin KaplanEdward Everett HortonBuster KeatonDon KnottsCharles LaneMike MazurkiCharles McGrawCliff NortonZasu PittsCarl ReinerMadlyn RhueRoy RobertsArnold StangNick StewartThe Three StoogesSammee TongJesse WhiteJimmy DuranteMorey AmsterdamWayne AndersonGordon ArmitagePhil ArnoldAl BainJack BennyPaul BirchLovyss BradleyGeorge BruggemanAlbert CavensNoble 'Kid' ChissellJohn ClarkeStanley ClementsJoe DeRitaKing DonovanMinta DurfeeRoy EngelLarry FineJames FlavinSig FrohlichNicholas GeorgiadeRudy GermaneBobby GilbertStacy HarrisDon C. HarveyAl HaskellMoe HowardJohn IndrisanoAllen JenkinsRobert KarnesTom KennedyHarry LauterBen LessyBobo LewisJerry LewisBob MazurkiTyler McVeyRalph MoratzMonty O'GradyBarbara PepperAnthony RedondoElliott ReidEddie RossonGeorge RussellEddie RyderJean SewellCharles SherlockEddie SmithCap SomersPaul SorensenRay SpikerMax WagnerDoodles WeaverLennie WeinribIt's a Mad Mad Mad Mad World (1963)