I can’t remember if I said this here, but I don’t like to use simple syrup in cocktails because I see it as “empty calories”. It just makes the drink sweeter, it doesn’t add flavor or character. maybe if you made your syrup from raw sugar to make a darker syrup it might cross into character, as with other things like honey or agave nectar. I personally use triple sec because it pairs very well with the lime juice, still this pineapple syrup sounds like a killer mix.
I actually prefer to use a cherry just because I would rather have that sweet and bitter flavor, over just more citrus.