"Graduated?"

Momentarily distracted from her frustration with Damon being Damon, Anna's face lights up with hope. Jeremy went to this Chicago everyone's constantly speaking of. He grew up. He graduated. He lived a life. She's happy to hear that, because from where she was standing, it seemed like Jeremy was constantly being held back by the people around him. He'd been through so much, and without the fear of winding up alone on the Other Side influencing her thoughts, she can see that she was part of what he went through.

And she's sorry about that, even if she's not sorry she met him.

"But you can't, Damon. You can't go back and undo it. Don't you think trying to undo things has caused Mystic Falls enough trouble?" Katherine, Klaus, the Other Side— "Instead of trying to undo things, why don't you try doing things right and better in the here and now? In the future? The past can't be changed."

If it could, Anna would've found a way to stop the town from finding out about the vampires or fled from it before they did.