windows media player 11 does the job for me and it's the only application short of drag-and-drop that I've found that has the option to sync files without folders for artists and albums - a definite plus if you want your player to browse files quickly. I've also used winamp to sync but it's not as user-friendly and I much rather prefer wmp11.
javo - I'm pretty sure these players don't support playlists; you'd have to have a higher-end player like a meizu for that.
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