Curtis either gave advice to Jordan on how to get away with it, or knew India would say no and thought if he spoke to her that would be the end of it.
Basically either speak to India first, because if you speak to Anna, she will do her nut and speak to India ensuring you can't go there. So he gave what was the best advice on how to stand a chance with India.
He wasn't thinking about Anna in that context, , likely because either Anna was going to get hurt either way, or if he suspected Jordan didn't stand a chance, and thought if he spoke to India and she said no. Anna might never need to know. And in that context he was thinking of India.