I cannot sync new playlist to iphone

I cannot sync new playlist to my iphone

Hello Smithfiledhokie,
Thank you for contacting Apple Support Communities.
Is the cloud you are seeing on your phone one of these icons?
Cloud with an arrow pointing down
The song is stored in iCloud and available to be downloaded to your computer.
Cloud with a diagonal slash
The song isn’t eligible to be uploaded to your iCloud library. For example, the song file might be larger than 200 MB, or encoded at 96 Kbps or less.
Two clouds with a diagonal slash
Your iTunes library contains duplicate versions of this song, and only the other version was uploaded to your iCloud library.
Cloud with dotted outline
The song is being matched, but the process hasn’t been completed yet.
This is from the following articles:
iTunes 11 for Windows: Symbols used in iTunes
http://support.apple.com/kb/PH12306
iTunes 11 for Mac: Symbols used in iTunes
http://support.apple.com/kb/PH12106
The following article will explain how to download previous purchases:
Download past purchases
http://support.apple.com/kb/HT2519
Regards,
Jeff D.

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