How to add this function to my Visual Studio program?

I would like to figure out how to add this function to my Visual Studio program or build a whole new one (less preferred) that can do these things.

1. Save screenshot in Folder 1
2. Try email (my program takes screenshots at intervals and emails them automatically)
3. If email sent then delete screenshots
4. If not sent, move to Folder 2
5. ?

The question is; can it then go back and go through those screenshots in Folder 2 and do the same for what it did in Folder 1? (Please ask me if you need better clarification on this, I can't quite figure out how to word it right.)

Or an easier way would to just write a command that allows the program to detect if a screenshot has been sent yet and if it has then delete it.

Also, if I can do this, how do I do it?

Thanks! :)