Have teams in the past ever worried this much about providing a strong sixth man? Seriously Pop needs to stop worrying about the bench and just get the best players on the floor for the most minutes.
For the Spurs to have a chance the depth chart has to look like this:
4 Duncan----Gooden
5 Gooden--- Kurt Thomas-- Oberto
3 Bowen ----Finley---------Udoka
2 Mason-----Finley---------Hill
1 Parker-----Hill/ Mason
Finley, Thomas, Udoka, and Hill are the bench. Leave in one or two of the starters with that group and you are good to go.