The paper describes the synthesis of novel strained hydrocarbons based on a diene of the norbornene series, namely 5-methylene-2-norbornene, using catalytic cyclopropanation with diazomethane. The study demonstrated the possibility of selective cyclopropanation solely along the endocyclic double bond. The physicochemical properties of the hydrocarbons were investigated systematically. These hydrocarbons were shown to have an advantageous combination of high density, low freezing point, and high energy density value. The study’s findings indicate that the compounds synthesized are promising as a component of high-energy-density fuels for modern jet engines.