In this paper, we have proposed a long-haul optical transmission system, based on a single sideband (SSB) modulation scheme. Analytical and simulation models have been developed, optimised and demonstrated for the proposed SSB system configurations. The SSB modulation scheme was proposed to overcome dispersion in the fibre. We have shown that the related link losses can be minimized by increasing the quality of the optical signal at the modulation. We have optimised the radio over fibre (RoF) configuration scheme based on Dual Parallel Dual Drive Mach Zehnder Modulator (DP-DDMZM), thereby increasing transmission length of the fibre. With the proposed SSB, by suppressing some of the harmonics and cancelling one of the sidebands, we have halved the RF power fading and interference. The developed analytical (theoretical/mathematical) model agrees very well with the simulation results using two (both) different commercial simulation tools. The optical signal is boosted while minimizing the number of repeaters. We report a SSB configuration, compensation and amplification with individual spans of 150 km, by extending the length of the link up to 3250km. The proposed system configuration exhibits high performance with less complexity and lower cost.