Can't Sync Songs To Playlists

I'm trying to add new songs to the playlists that i have already. I've never had a problem until recently. I drag it into the playlist, and my phone says "Sync In Progress" however it doesn't add the song to the playlist. Any help would be appreciated.

JTrible,
Are you manually managing your music or syncing? If you are syncing, you will need to add the song to the playlist within iTunes first (located under the Playlist header in the iTunes source bar). Once it is included in that playlist, it will then be updated to your iPhone if it is set up to sync that playlist.
If you are manually managing your music, try dragging the song to your iPhone first, and then dragging the song from your iPhone music to the correct playlist.
Hope this helps,
Jennifer B.

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See:
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Can't Sync Songs To Playlists

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