Unable to sync more than one song at a time

Hello,
I am unable to add more than 1 song at a time to my iPhone. Previously I was able to add some music by drag and dropping a whole playlist of about 15 songs. However, now when I drag and drop a playlist to the iPhone section in iTunes, iTunes and the phone identify that its syncing for a second or two and then it stops. The playlist shows up on the iPhone, but no songs are in it...I can only add 1 song at a time. I have tried multiple usb ports on my computer and I also tried using msconfig and disabling all 3rd party services per this article http://docs.info.apple.com/article.html?artnum=302538
Still the same result. Please help.
Thanks

Did you by any chance uncheck the the boxes beside any or all of the songs in the library? Unchecked songs won't play in a playlist or the library unless you select them individually: iTunes: Understanding the Symbols Next to Songs
Holding down the Control key and clicking the checkbox next to a song in the library or a playlist will toggle the marks for all the songs on or off: : iTunes 7 Keyboard Shortcuts for Windows

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Did you by any chance uncheck the the boxes beside any or all of the songs in the library? Unchecked songs won't play in a playlist or the library unless you select them individually: iTunes: Understanding the Symbols Next to Songs
Holding down the Control key and clicking the checkbox next to a song in the library or a playlist will toggle the marks for all the songs on or off: : iTunes 7 Keyboard Shortcuts for Windows

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http://www.apple.com/feedback/itunesapp.html
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http://www.apple.com/hotnews/openiphoneletter/
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