You’re right – Chow Yun-Fat was **not ** in Hero.
So the last legal play was The Bulletproof Monk.
I’ll then play:
Mako
The Big Brawl
Of all people …
Jose Ferrer
Moulin Rouge (the 1952 one, which has absolutely nothing in common with Baz Luhrman’s film of the same name – the latter, of course, distinguished by its “!”).
**
Moulin Rouge** (1952 version).
Great minds… 
Simulpost.
Christopher Lee
Search revealed four other christophers, but I don’t think Lee has been played yet.
The Man with the Golden Gun
**
Herve Villechaize**
de plane! de plane!
Tricky …
Airplane II
William Shatner
Judgment at Nuremberg
Dodgeball
**
Marlene Dietrich**
I want to nominate the simulposts
William Shatner --> Judgement at Nuremberg
AND
William Shatner --> Dodgeball
as the most extreme divergent paths. Can anyone come up with something more extreme?
I could have used Kingdom of the spiders instead.
How about The Lady is Willing for Marlene.
What a tribute to a versatile thespian it was!
Orson Welles might just nose out Shatner by appearing in both:
Citizen Kane
and
The Muppet Movie or Transformers: The Movie (take your pick).
Yeah, but what’s Orson Welles done lately?
Transformers came out posthumously.
Only thing Welles can pull off now is perhaps an especially macabre version of Weekend at Bernie’s Part V.