Compile option -g is not used if system time on the machine is set earlier than modification time of .java file for the test.

To reproduce, use attached jtregbug.zip. Unzip it to directory in C:/Temp and change paths in jtreg_win.sh.

$ bash jtreg_win.sh
...
$ ls -la workDir/classes/package/HelloWorld.class
-rwxrwxrwa 1 Administrators None 695 Jan 22 19:39 workDir/classes/package/HelloWorld.class

                                                   ^^^ All is well

[Now change system time to Jan 1]

$ bash jtreg_win.sh
$ ls -la workDir/classes/package/HelloWorld.class
-rwxrwxrwa 1 Administrators None 559 Jan 1 19:41 workDir/classes/package/HelloWorld.class

                                                   ^^^
                      This indicates that there is no debug information in class file.