Music does not copy to iPhone

Over the last few weeks, I have notices that I have to sync my phone 3 or 4 times to get my music synced. It goes through the whole process on itunes (Step 1 of 5, step 2 of 5, etc...) and says that the sync is complete. When I go to my music on my phone, however, there is nothing there. It is quite annoying because I can no longer sync and run out the door when it is done. Rather, I have to sync, then check my phone to see if it worked, and then sync it again and again until it finally syncs. It is real annoying, and I would love to know if there is anything I can do to fix this problem.
THanks

A screen shot of my computer while it is syncing the second time. I went and did the dishes while it "sync'd" the first time. I knew I had to check my phone to see if anything synced. It did not, and iTunes did not tell me that there were any problems with the sync. This led me to believe that it may have been successful. I looked at my phone and lo and behold, the phone did not sync.I took a screen shot on my phone of the "deleted" playlists (desmond Dekker and Dick's Picks) that are still on my phone after the first sync. I also have a screenshot of my iTunes that shows the files already unchecked, yet I am in the process of syncing the second time.
This is real annoying. please fix this problem.

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http://support.apple.com/kb/HT1539
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OS X 10.6.x - Snow Leopard
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OS X 10.8.x - Mountain Lion
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Music does not copy to iPhone

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