Sub-optical-cycle electron dynamics in materials driven by intense laser fields can be investigated by high harmonic generation. We observed frequency shift of high harmonic spectrum near the band gap of monolayer MoS2 experimentally. Through semi-classical quantum trajectory analysis, we demonstrated that the phase of transition dipole moment varies according to the recombination timing and momentum of tunneled electrons. It results in either blue- or red-shift of harmonic frequencies, determined by the modulated energy gap by transition dipole phases (TDPs) and Berry connections. Our finding reveals the effect of TDPs on high harmonic frequency in non-central symmetric materials.