Ancient people translated classical Chinese into Japanese using a system of annotations placed around characters. We abstract this process as sequence tagging tasks and fit them into modern language technologies. The research on this annotation and translation system faces a low resource problem. We alleviate this problem by introducing an LLM-based annotation pipeline and constructing a new dataset from digitized open-source translation data. We show that in the low-resource setting, introducing auxiliary Chinese NLP tasks enhances the training of sequence tagging tasks. We also evaluate the performance of Large Language Models (LLMs) on this task. While they achieve high scores on direct machine translation, our method could serve as a supplement to LLMs to improve the quality of character's annotation.