The order shouldn't matter. You poured the wine into the food processor and interacted with the vending machine, right? Are you sure you don't already have the beer in your inventory? Try talking to the Sleazeball.
thatcombatwombat
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There may, but I don't know how; the Mac version's file setup is a lot more obtuse than on PC.
You could make a post on the RPG Maker help forums? I've had good luck there with all sorts of issues:
https://forums.rpgmakerweb.com/index.php?forums/rpg-maker-mz-support.180/