Boot Problems with AVR Boards 1.6.23

Why on earth would you put the error in a .pdf file? When you come here asking for help, you want to make it as easy on us as possible. That is done by posting the error text right in the forum post, using code tags (</> button on the toolbar). Like this:

Arduino: 1.8.5 (Windows 10), Board: "Arduino Nano, ATmega328P"
Archiving built core (caching) in: C:\Users\Jim\AppData\Local\Temp\arduino_cache_732697\core\
core_arduino_avr_nano_cpu_atmega328_7b5b44fdcadaf7c8e73739e631c08c00.a
Sketch uses 968 bytes (3%) of program storage space. Maximum is 30720 bytes.
Global variables use 9 bytes (0%) of dynamic memory, leaving 2039 bytes for local variables.
Maximum is 2048 bytes.
avrdude: stk500_recv(): programmer is not responding
avrdude: stk500_getsync() attempt 1 of 10: not in sync: resp=0xa6
avrdude: stk500_recv(): programmer is not responding
avrdude: stk500_getsync() attempt 2 of 10: not in sync: resp=0xa6
avrdude: stk500_recv(): programmer is not responding
avrdude: stk500_getsync() attempt 3 of 10: not in sync: resp=0xa6
avrdude: stk500_recv(): programmer is not responding
avrdude: stk500_getsync() attempt 4 of 10: not in sync: resp=0xa6
avrdude: stk500_recv(): programmer is not responding
avrdude: stk500_getsync() attempt 5 of 10: not in sync: resp=0xa6
avrdude: stk500_recv(): programmer is not responding
avrdude: stk500_getsync() attempt 6 of 10: not in sync: resp=0xa6
avrdude: stk500_recv(): programmer is not responding
avrdude: stk500_getsync() attempt 7 of 10: not in sync: resp=0xa6
avrdude: stk500_recv(): programmer is not responding
avrdude: stk500_getsync() attempt 8 of 10: not in sync: resp=0xa6
avrdude: stk500_recv(): programmer is not responding
avrdude: stk500_getsync() attempt 9 of 10: not in sync: resp=0xa6
avrdude: stk500_recv(): programmer is not responding
avrdude: stk500_getsync() attempt 10 of 10: not in sync: resp=0xa6
Problem uploading to board. See http://www.arduino.cc/en/Guide/Troubleshooting#upload for
suggestions.
This report would have more information with
"Show verbose output during compilation"
option enabled in File -> Preferences.

Many people won't bother to download some random .pdf file just to see what your problem is so this causes you to have a much lower chance of getting help. If the text exceeds the forum's 9000 character limit, it is OK to attach a .txt file.

Now to answer your question. You need to select Tools > Processor > ATmega328P (Old Bootloader) to upload to old official or clone Nano boards with Arduino AVR Boards 1.6.21 and newer.