An octagonal photonic crystal fiber (O-PCF) structure with equal air hole diameter of the cladding is proposed for residual dispersion compensation, and a high refractive index material SF57 is introduced in the core region to make it have the advantages of high negative dispersion, low attenuation loss, low fabrication difficulty. Due to the symmetric structure, no additional polarization control is required in the dispersion compensation process, which further reduces the production cost. Using Livelink data interaction not only accelerates the modeling of O-PCF, but also enables the effective refractive index of HE11 to be unattended continuously searched. Furthermore, simulated annealing algorithm is used to reverse design the structural parameters of cladding air hole diameter and central solid hole diameter. The results show that, based on the simulated annealing algorithm interacting with Livelink data, the optimize efficiency, design accuracy and dispersion characteristics are improved. The ultra-flat high negative dispersion O-PCF can be reverse designed in the S + C + L and S + C + L + U bands which shows the average dispersion of −847.34 ps/(nm·km) and −752.90 ps/(nm·km) with the absolute dispersion of only ±7.25 ps/(nm·km) and ±10.28 ps/(nm·km), respectively. The designed RDCF is tolerant to ±1% and ±2% variation of the central solid hole diameter and the cladding air hole diameter during fabrication, respectively. The combination of simulated annealing algorithm and Livelink data interaction provides an efficient method for reverse design of PCF.