Transferred music in iTunes not playing?

I just got a new iPhone and MacBook. I transferred all of my purchased music (purchased from iTunes) to my new computer on my new appleID. All of the songs transferred, but it won't play. The songs have a small dotted circle next to the name in my iTunes library, and all the song titles are in grey, and not black. None of the songs will play, and none of them will sync onto my new iPhone. I've tried sooo many things but I can't figure it out. Does anyone know what the dotted circle is? And how can I get my purchased music onto my new phone?

I think it has to do with the songs not being checked... I noticed that once I check songs, it will continuously play. Is there a fast way to check all songs?? I don't why they aren't all checked.

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