The syntheses of the new hydrocarbons trimethylenetriasterane 12, trispirocyclopropanetriasterane 3, trispirocyclopropanenortricyclane 4, and of the trispirocyclopropanenorbornanes 5, 6, and 7are reported. 12contains six vinylcyclopropane units rigidly held in an antiperiplanar (ap) conformation in a D3hsymmetric framework. 3and 4are the first model compounds with bicyclopropyl units rigidly fixed in an s‐trans(ap) conformation (Θ = 180°). Their PE spectra reveal that the interaction parameter βww= −1.73 eV for this arrangement is the same as that for Θ = 0°.