I'm having a problem syncing playlists and manually adding music

I've been having this problem for awhile, but it's become more pronounced now that I'm trying to add outside mp3's saved to my itunes library to my iphone. I've followed the directions to add music manually and I check the playlist I want added to my phone when I sync, but it never adds it. Any help would be greatly appreciated.

You cannot sync and manually manage.
Are you syncing or manually managing?

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