Why do the songs on my phone keep skipping over each other?

I haven't been able to sync my itunes since to my iphone 4 since I've updated to ios7 two weeks ago. Only one song will play, and it was purchased on the itunes store, but the other songs are from CDs that I've transfered onto my itunes. Anyways, when i try to play the music on my phone it just skips over every song. It also has a red square and circle around the square. Someone please help!

I'm not completely sure what iTunes Match is.
Then you are probably not using it, since it is a paid service. iTunes Match will let you store your music in the cloud and will download it from the cloud to your devices. Since it downloads songs from the store rather than upload your song to the cloud, if the song is available from the store, sometimes the downloaded song may have a different cover. That is why was asking about iTunes Match.
If your songs transferred incompletely by syncing with USB, I'd connect the iPhone again to iTunes and restore it to factory settings,  see this support article:   http://support.apple.com/kb/HT1414
Then sync again.

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