Line a couple of plates with parchment paper (you'll need these for chilling the pops), then peel several Granny Smith apples. Use a melon baller to scoop out mini apple "balls." Pat them with a paper towel, getting them as dry as possible. Insert a lollipop stick and get ready to dip! (Be sure to pat dry again before you dunk.)
Dip apples in melted white candy melts and immediately sprinkle on cinnamon sugar. Chill for 10 minutes. Melt chewy caramel candies according to package directions, adding water to thin as needed. Spoon the caramel over the apples. Chill for 10 minutes more.