Honestly, you can play DS3 before DS1. Yeah, there is some lore stuff that won't hit as hard if you haven't played DS1, but it's not a requirement. If you're used to Elden Ring DS3 might be the easier game to get into. As for the Remaster vs. the original, I guess it comes down to how much you care about the multiplayer component since the Remaster probably has a larger player base.