Portuguese King Charles V pursued the policy of colonial overseas expansion. When he received the maps of China and Macau presented by Portuguese businessmen, he also got the report "Oriental Story ―― From the Red Sea to China" written by Portuguese traveler Pilez from China. Therefore, Charles V first determined two strategic plans for gradually occupying China and Macau. Charles V secretly sent Portuguese businessman Raphael. Perestro once again sailed from Malacca to Macau in China and neighboring Tuen Mun (now Dongguan) to collect information in the name of selling spices. 15 17 June 17, Ann Tedra once again led the Portuguese naval fleet across the Straits of Malacca to Macau and Carmen. After Antted stationed a large number of navies in the islands of Tuen Mun and Macau, he sent envoys to Guangzhou for a pretence, demanding that Portuguese businessmen be allowed to do business in Macau and Tuen Mun-which was sternly rejected by officials stationed in Guangdong in the Ming Dynasty, and ordered Portuguese troops to leave China Island within a time limit. Ann Tedra not only ignored it, but also sent someone to Malacca to be transferred by her brother Simon? Tedra's four warships came to Macau and Tuen Mun to defend themselves.
152 1 year (the 16th year of Zheng de in Ming dynasty) In May, Wang Rui, the deputy envoy of Guangdong Sea Channel, was ordered by the imperial court to attack the Portuguese navy entrenched in Macau and Tuen Mun. After several days of fierce fighting, the Portuguese army suffered repeated defeats due to lack of food and grass support and acclimatization. Soon, Portuguese warships hung a white flag and fled hastily. At this point, Portugal's plot to occupy Macao and Tuen Mun by force ended in fiasco.
However, the Portuguese are not satisfied. In the fifth year of Jiajing (1526), Portuguese businessmen once again appeared in the Sea of China, but this time they dared not land in Macau and Guangdong, but sailed for Zhejiang, and found a new place to do business in Shuangyu Port, an overseas port in Ningbo. Soon Shuangyu Port became a gathering place for a large number of Portuguese businessmen. Because the island is far away from the defensive vision of the Ming Dynasty coastal temple army, in the past few years, Shuangyu Port has not only gathered hundreds of Portuguese businessmen, but also built hospitals and charity halls on the island. China residents near Ningbo were repeatedly deceived in their trade with Portuguese businessmen, and a large number of silverware and ancestral treasures were looted. By 1548, under the temptation of Portuguese businessmen, a large number of foreign businessmen came to Shuangyu Port, and the cruel plunder of the coastal people in Jiangsu and Zhejiang provinces had reached an unbearable level. Zhu Wan, the governor of Zhejiang province with a sense of patriotism and justice, was furious with the Portuguese and personally supervised the army to suppress it. At the beginning of May, Zhu Wan's Ming army fought fiercely with the Portuguese navy guarding Shuangyu Port. In a two-day and two-night naval battle, the heroic Ming army defeated ware (artillery) with a long sword. The Portuguese navy equipped with advanced weapons, 23 Portuguese warships and more than a thousand sailors were sunk and killed by Zhu Wan's Ming army. A large number of Portuguese businessmen were expelled from Shuangyu Port by Zhu Wan, and at the same time set fire to charity halls, houses, hospitals and barracks built by the Portuguese.