Why are my Smart Playlists so completely out of sync?

I created a smart playlist on my iTunes 10.6 that populates the list with randomly selected tunes that do not contain specific genres nor were played in the last 90 days to fill 3 hours. The songs that populate the list seem to meet those criteria. However, the songs that populate the list on my iPhone look nothing like the list on iTunes and includes songs I listened to yesterday even though I synced last night and this morning.
Any suggestions?

I've seen the similar behavior thing: songs that were supposed to be excluded because of playcount rules being included anyway on my iPhone. The playlist works fine on iTunes. I believe that the fact that the songs aren't matching is by design with randomly selected playlists, as it avoids complicated syncing issues between devices. However, the fact that songs are included which shouldn't be is simply a bug.
Smart playlists have ALWAYS been brain-damaged on iPods/iPhones/iPads in my experience; lots of bugs that don't go away on even major software updates, and when they do go away they are replaced by brand new bugs, often as not worse than the old bugs. So, I wouldn't get my hopes up. I think Apple's team for dealing with smart playlists on post-PC devices consists of three brain-damaged chimpanzees, recently reduced from the old team, which consisted of four brain-damaged chimpanzees plus a lemur.
In short, smart playlist issues are getting close to celebrating their tenth birthday. Hoping that they will get fixed only leads to madness.

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