You know, you make a very good point.
But, if you watch any of the Finals between the Celtics and the Lakers - often, the game comes down to coaching. And, regardless of which team wins the game, you can easily say that the losing coach got outcoached.
Both of them HOF coaches in their own right.
So, I will concede that I think Pop could've guarded Ginobili (all his starters really) for the playoffs, he wasn't OUTCOACHED, his players were outplayed. The playoffs are about matchups and Memphis felt their frontcourt matched up better against ours. They were right. Notice, that when they played OKC, their frontcourt didn't fair so better against younger, more athletic defenders.
So, Pop isn't perfect but it doesn't mean he always gets outcoached.