To synchronize your playlists between iTunes for OS X and OS 9, simply replace the OS 9 iTunes library file (found on your OS 9 drive, /Documents/iTunes/iTunes Music Library) with an alias pointing to your OS X iTunes library (/Users/yourname/Documents/iTunes/iTunes Music Library).
[Editor's note: I accomplished the same result by going to the "Advanced" tab in preferences and setting the "Music Folder Location" to point to the same spot in both iTunes X and iTunes 9.]
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