Can't put music onto my Iphone 4 or listen to any music previously on it. Help!!

Hello. For the past 2 weeks every single time ive tried to put any music onto my iphone 4 it comes up as not sync'd and on my phone it shows the song with a little red square and a red circle around it. Yesturday I tried again but this time all 1500 songs on my phone started showing the red square and circle. I have updated to iOS7 but not the update since then as that update has done enough damage to my phone as is. Does anyone know how I can fix this as music is the entire reason I ever bought an Iphone to begin with..
This is what my itunes looks like now, after all songs have been deleted because I figured maybe that would help.
Here is what it looks like on my phone
I deleted every song off of my phone on the phone and on itunes but as i was getting the pictures together for this post apparently all the music i deleted is back on my phone but all still with the red square and circle.

Connect your Device to Computer. Select your iPhone under "Devices" on the left Pane. On the right Pane, select MUSIC tab. Make sure SYNC MUSIC box is checked. Then click the SYNC button on the lower right Window.

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