The Amazing Spider-Man #280 (1986)
“Introducing the Sinister Syndicate!”
Writer: Tom DeFalco
Artist: Ron Frenz
Jack O’Lantern arranges a meet up with Silver Sable. She asks Spider-Man to go with her. They both know it’s a trap. He doesn’t show up, but instead sends Rhino, Hydro-Man, The Beetle, Boomerang, and Speed Demon to battle them. Spidey and Sable hide under a roller coaster to form a plan, but the Sinister Syndicate knocks down the whole dern thing and have them surrounded. Meanwhile, Jack O’Lantern tries to horn in on Hobgoblin’s job with Rose. Hobgoblin (unmasked, but face obscured) goes into the street and runs into Mary Jane. Apparently he’s somebody she knows. Also, Sandman is trying to live a peaceful life in the suburbs, but notices the falling roller coaster and decides to go investigate.