Remove the pork chops from the refrigerator 20 to 30 minutes before grilling to bring them to room temperature.
In a medium bowl, whisk together the dark brown sugar, melted butter, soy sauce, apple cider vinegar, Dijon mustard, smoked paprika, garlic powder, onion powder, cayenne pepper, and cinnamon until smooth. Reserve one-third of the glaze in a separate small bowl for brushing after grilling.
Preheat the grill to medium-high heat, about 400°F to 450°F. Clean and oil the grill grates.
Pat the pork chops dry with paper towels. Drizzle with olive oil and season both sides with salt and pepper. Brush a generous layer of glaze over both sides of each chop.
Place the pork chops on the grill over direct heat. Close the lid and cook for 4 to 5 minutes without moving.
Flip the chops, brush the tops with additional glaze, close the lid, and cook for another 4 to 5 minutes or until the internal temperature reaches 145°F.
Remove from the grill and brush immediately with the reserved clean glaze.
Let the pork chops rest for 5 minutes before serving.