I'm still not sure if that's exactly how I want to put that question, but it's the best that comes to mind at the moment. This isn't asked as though you're totally oblivious to or avoidant of pop culture (see defining terms), but closer to like maybe someone on a casual diet or something.

It seems kind of hard to figure out how or what to relate to people with if it isn't through questions like, "Hey did you see [the game/recent big movie/etc.]?" or other times like, "Do you play or have you played [major game release]?"

You don't want to kill the conversation before it's even started, but it can be almost unavoidable when opened like that and you haven't yet experienced that bit of pop culture or whathaveyou. It gets a little more clunky if you may have (a little) and you didn't really click with it, but at least there's a little more room for conversation then.