All i had to change, which was so stupidly simple, was my wordpress .htaccess file to this.
<IfModule mod_rewrite.c>
RewriteEngine On
RewriteBase /blog/
RewriteRule ^index\.php$ - [L]
RewriteCond %{REQUEST_FILENAME} !-f
RewriteCond %{REQUEST_FILENAME} !-d
RewriteRule ^(.*)$ ../index.php?page=blog [L,NC]
</IfModule>
A few issues remain unanswered but i’m calling this an answer to my main question about getting Pretty Permalinks working with my site.
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