Give it up. He isn't serious. That was clear when he couldn't narrow it down to less than the entire middle east. He'll learn through doing. You can lead a horse to water but you can't make him think.
Edit, Hey Tom, We are happy to help you, if you want, but being vague, and mysterious is bullshit and helps no one. I Have shot in -
Your net is wide so lets include Turkey,
And many of the countries that border on these countries. it's complicated and hard. Honesty is the best policy.