Fill a large wine glass or spritz glass generously with fresh ice cubes.
Pour 1/2 ounce of your prepared cherry simple syrup over the ice.
Add 1 ounce of Aperol to the glass.
Pour in 3 ounces of chilled Prosecco.
Top the glass with 1 ounce of Fever-Tree sparkling grapefruit mixer.
Stir gently with a long bar spoon from the bottom of the glass to combine the layers without losing carbonation.
Garnish with a fresh cherry and a slice of grapefruit, then serve immediately.