"Viva Las Vegas" Special:
Jill St. John with Robert Urich (no TV!)
Damn, Urich's resume seems to be around 90% tv work! Anyway :
Jill St.John in DAF with Sean Connery
Sean Connery in Robin and Marian with Richard Harris
Richard Harris in Unforgiven with Clint Eastwood
Clint Eastwood in Magnum Force with Robert Urich
Next up is Timothy Dalton to Pierce Brosnan, BUT YOU CAN'T USE ANY BOND MOVIES
Daniel Craig in Munich with Eric Bana
Eric Bana in The Hulk with Nick Nolte
Nick Nolte in Cape Fear with Robert De Niro
Robert De Niro in The Untouchables with Sean Connery
There's actually a much easier way for this one, using just one common link:
Sean Connery in Playing by Heart with Angelina Jolie
Angelina Jolie in Tomb Raider with Daniel Craig