# If you'd like to omit non-matching lines from the result; add ';d' to the end of the expression.
sed -E 's/(\#)([a-zA_Z0-9]*)(\#)(\s{1})(.*)\n{1}(\s{2})([a-zA_Z0-9]*)(\s{3})(.*)/$6$2$8$5\n#$7#$4$9/g;t' <<< "#1# OPTION 1
2 OPTION 2
3 OPTION 3
4 OPTION 4
5 OPTION 5
6 OPTION 6
7 OPTION 7
8 OPTION 8
9 OPTION 9
10 OPTION 10
100 OPTION 100
1000 OPTION 1000
[REPLACEALL](\#)([a-zA_Z0-9]*)(\#)(\s{1})(.*)\n{1}(\s{2})([a-zA_Z0-9]*)(\s{3})(.*)[WITH]$6$2$8$5
#$7#$4$9"
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for SED, please visit: https://www.gnu.org/software/sed/manual/html_node/The-_0022s_0022-Command.html