The high-pressure phase of La(O,F)BiS2 exhibits the highest transition temperature among all the BiS2-based superconductors. Various studies, such as the investigation of isotope effects, have been conducted to explain its superconducting mechanism. However, there are very few reports on the electrical transport properties and vibration modes of single-crystalline La(O,F)BiS2 under high pressure. In this study, we developed a diamond anvil cell with dual-probe diamond electrodes to measure the electrical transport properties of La(O,F)BiS2 single crystal and Pb as a manometer at low temperature. Using the developed system, a linear decrease in the transition temperature and phonon hardening was observed under the application of pressure on La(O,F)BiS2 single crystal.