I'm too lazy to go back and look at Pythags and matchups and other shit, but I'm guessing that while the best team doesn't always win the World Series, once they get to the championship round, the more loaded team is probably going to win the majority of the time.
I'm pretty bored so I will take a look. I will do the entire playoffs though, because not quite sure what the point is in just the championship round though.
Last year:
ATL-SFG Giants won with better Pyth
PHI-CIN PHI won with better pyth
SFG-PHI SFG won with worse Pyth
NYY over MIN with better
TEX over TBR with worse pyth
TEX over NYY with worse pyth
SFG over TEX with better pyth
So last year 4-3. Also Texas had the worst pyth of all of them.
2009:
PHI over COL with better pyth
LAD over STL with better pyth
PHI over LAD with worse pyth
LAA over BOS with worse pyth
NYY over MIN with better pyth
NYY over LAA with better pyth
NYY over PHI with better pyth
5-2 but this year the best team won it all so thats a guaranteed 3-0.
2008:
PHI over MIL with better pyth
LAD over CHC due to cheating
PHI over LAD with better pyth
TBR over CHW with better pyth
BOS over LAA with better pyth
TBR over BOS with worse pyth
PHI over TBR with better pyth
So again 5-2 also its amazing how good LAA record is despite their awful pyth.
2007:
COL over PHI with better pyth
ARI over CHC due to cheating
COL over ARI with better pyth
CLE over NYY with worse pyth
BOS over LAA with better pyth
BOS over CLE with better pyth
BOS over COl with better pyth
Another year of the best winning it all.
2006:
Cards over SDP with worse pyth
NYM over LAD with better pyth
STL over NYM with worse pyth
OAK over MIN with worse pyth
DET over NYY with equal pyth
DET over OAK with better pyth
STL over DET with worse pyth
So 2-4-1 this year, but the worst pyth won it all.
So over the last 5 years the better pyth has gone 21-13 so they win more often but still not all that often. The best team has won twice in the last 5 years and the worst team has won once.