Measuring Cosmic Microwave Background (CMB) polarization B-modes is now one of the most exciting target in cosmology because the B-mode signal at degree scale is the smoking gun of cosmic inflation (primordial B-modes) and that at sub-degree scale can probe evolution of gravitational structure formation via gravitational lensing, which can be sensitive to the sum of neutrino masses (lensing B-modes). In the last few decades, the synergies between ground-based CMB experiments and satellite missions succeeded in revealing components in the universe and evolution of space. In 2014, the lensing B-mode signal was successfully measured, on the other hand, more accurate measurement must be needed to determine the sum of neutrino masses and primordial B-modes haven't been measured yet. POLARBEAR is a ground-based experiment in the Atacama desert in Chile to measure both primordial and lensing B-modes. POLARBEAR started its science observation in 2012 and have presented the first detection of gravitational lensing with the CMB polarization data alone in 2014. Simons Array is an upgrade of POLARBEAR, which will be six times as sensitive as the current POLARBEAR and have multiple frequency bands at 90, 150 and 220 GHz to separate the Galactic foreground emission from B-modes. LiteBIRD is a next generation satellite for the detection of primordial B-modes across the entire sky with ultimate accuracy. LiteBIRD mission has been down-selected as a candidate for the JAXA strategic large missions and is in the transition to the phase-A study. The proposed launch is in early 2020s. The synergies between two will be quite powerful for achieving accurate B-modes measurement in the 2020s. In this talk, I would like to present the current status of the POLARBEAR experiment and its future synergy with the LiteBIRD satellite.