Put the pomegranate (or cranberry juice) into a medium pan and heat over medium high heat until reduced by half and you have one cup of liquid. Add the sugar and continue simmering until it is completed combined. Remove from heat and cool completely. Refrigerate for at least an hour.

Combine the Kosher salt and sugar and put on a plate. Using an orange wedge, rub the edge of the glasses then turn them upside down and dip the rims in the sugar/salt combo. Fill the glasses with ice cubes and set aside.

Combine the tequila, lime juice, orange juice, and orange liqueur in a cocktail shaker filled with ice and shake until cold. Pour the mixture into the prepared glasses.

Using a small pitcher or a spoon, drizzle the grenadine at the inside edge of the glasses; it should fall to the floor of the glass. Using a knife or straw, mix the grenadine very lightly at the bottom of the glass.

Garnish each glass with an orange wedge and drizzle additional grenadine over the top of the cocktail right before serving.